Density functional theory calculations are used to study structural, electronic, and vibrational properties of cyclic (MeSM)x clusters where MeS is methylthiolate and M is copper, silver, or gold. The clusters show a flexible bond motif where monocyclic rings, catenanes, and helix structures compete in energy. In the investigated series, the copper−sulfur bond is found to be the strongest metal−sulfur bond, followed by gold−sulfur and silver−sulfur. Analysis of the bond character reveals that Cu−S is the most polar bond, whereas Au−S is mainly of covalent type. Vibrational analysis shows characteristic metal−sulfur stretch vibrations for each noble metal.